Hydrochloric Acid → HCID 66896744, compound

HRID 541910Notes

Reaction equation

HRID 541910 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[NH:6][C:7]3[CH:8]=[N:9][CH:10]=[C:11]([CH:37]=3)[CH2:12][CH2:13][C:14]3[CH:22]=[C:18]([NH:19][C:20]=1[N:21]=2)[CH:17]=[CH:16][C:15]=3[O:23][CH2:24][CH:25]1[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26]1.CO.[ClH:40]>O1CCOCC1>[ClH:1].[ClH:40].[ClH:1].[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[NH:6][C:7]3[CH:8]=[N:9][CH:10]=[C:11]([CH:37]=3)[CH2:12][CH2:13][C:14]3[CH:22]=[C:18]([NH:19][C:20]=1[N:21]=2)[CH:17]=[CH:16][C:15]=3[O:23][CH2:24][CH:25]1[CH2:29][CH2:28][NH:27][CH2:26]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 57962722HCID 57962722, compound

Product 1

HCID 66896744HCID 66896744, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Into the reaction was added tert-butyl 3-({[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]oxy}methyl)pyrrolidine-1-carboxylate (0.024 g, 0.046 mmol), methanol (0.5 mL), and 4.0 M of hydrogen chloride in 1,4-dioxane (0.5 mL). The mixture was stirred at rt overnight and concentrated under vacuum to give the desired product (19 mg, 92%). LCMS for C22H24ClN6O (M+H)+: m/z=423.2.

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a16c28a2129c4c6b94e92a948bd91df5
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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